CAS Number: 18437-58-6
Chemical Name: 4-Amino-2-picoline
IUPAC Name: 4-Amino-2-methylpyridine
Synonyms:
4-Amino-2-methylpyridine;
2-Methyl-4-aminopyridine;
4-Amino-α-picoline
Molecular Formula: C₆H₈N₂
Molecular Weight: ~108.14 g/mol
Appearance: White to pale yellow crystalline solid
Physical State: Solid
Melting Point: Typically reported in the range of 95–100 °C
Boiling Point: ~230–240 °C (may vary depending on pressure)
Solubility:
Soluble in water and common organic solvents such as ethanol, methanol, and acetone
Stability:
Stable under normal laboratory conditions; may react with strong oxidizing agents
Functional Groups:
Primary amine group (–NH₂)
Methyl group (–CH₃)
Aromatic pyridine ring
Chemical Class:
Aromatic heterocyclic amine / Aminopyridine derivative
SMILES:
CC1=NC=CC(=C1)N
InChI Key:
(Structure-specific identifier assigned in chemical databases)
4-Amino-2-picoline is widely used as an important intermediate in the synthesis of:
Active pharmaceutical ingredients (APIs)
Antimicrobial and anti-inflammatory compounds
Central nervous system (CNS)-related drug intermediates
The presence of both an amino group and a methyl-substituted pyridine ring makes it valuable in medicinal chemistry for further functionalization.
Intermediate for crop protection chemicals
Used in the production of specialty amine-based compounds
Building block in heterocyclic chemistry
Its reactive amine functionality allows acylation, alkylation, and condensation reactions for advanced synthesis.
Aminopyridine derivatives such as 4-Amino-2-picoline are used in the preparation of:
Specialty dyes
Pigment intermediates
Color-forming organic compounds
Commonly employed in:
Organic synthesis laboratories
Structure–Activity Relationship (SAR) studies
Development of pyridine-based derivatives
Academic and industrial R&D programs
The electron-donating amino group enhances its reactivity in substitution and coupling reactions.
GHS Classification (typical):
Harmful if swallowed
Causes skin irritation
Causes serious eye irritation
May cause respiratory irritation
Common Hazard Statements:
H302: Harmful if swallowed
H315: Causes skin irritation
H319: Causes serious eye irritation
H335: May cause respiratory irritation
Precautionary Statements:
P261: Avoid breathing dust or vapors
P280: Wear protective gloves, protective clothing, and eye protection
P305 + P351 + P338: IF IN EYES, rinse cautiously with water and remove contact lenses
Use appropriate personal protective equipment (PPE) and handle in a well-ventilated area.
Typical Purity: 97–99% (Research and Industrial Grade)
Storage Conditions:
Store in a tightly sealed container
Keep in a cool, dry, well-ventilated place
Protect from heat, moisture, and strong oxidizing agents
Commercial Use:
Available from specialty chemical manufacturers for research, pharmaceutical intermediate production, and industrial synthesis applications.
Not intended for direct food or diagnostic use without proper regulatory compliance.
18437-58-6 (4-Amino-2-picoline) is an important aminopyridine derivative widely used as a pharmaceutical, agrochemical, and fine chemical intermediate. Its combination of an amino group and methyl-substituted pyridine ring provides strong versatility in organic synthesis. Due to its reactivity and structural importance, it remains a valuable compound for research and industrial chemical manufacturing.
Proper storage and safe handling procedures are recommended due to its irritant properties.
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